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Search results; Over 1,000 homes in Monterey

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Top guest favourite
Cabin in Monterey
Amazing Berkshire Mountains Cabin
4 bedrooms, 4 beds, 2 private bathrooms
8–13 Sept
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4.95 out of 5 average rating, 310 reviews
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Top guest favourite
Cottage in Monterey
Beaver Lodge
3 bedrooms, 3 queen beds, 1.5 bathrooms
10–15 Sept
5.0 out of 5 average rating, 83 reviews
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Top guest favourite
Home in Monterey
Beautiful family home, Hike, Fireplace, Sleeps 12
5 bedrooms, 7 beds, 2.5 bathrooms
13–18 Sept
4.96 out of 5 average rating, 232 reviews
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Top guest favourite
Home in Monterey
Jaw dropping mountain & lake views
4 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
4.96 out of 5 average rating, 307 reviews
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Top guest favourite
Home in Monterey
Charming cottage w/ gorgeous views.
2 bedrooms, 2 beds, 2 bathrooms
7–12 Sept
4.93 out of 5 average rating, 371 reviews
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Guest favourite
Home in Monterey
Forest Hollow | Waterfront • Kayaks • Wood Stove
3 bedrooms, 4 beds, 1.5 bathrooms
14–19 Sept
4.85 out of 5 average rating, 99 reviews
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Top guest favourite
Home in Monterey
Tranquility and Beauty at Lake Haven
3 bedrooms, 5 beds, 2 bathrooms
6–11 Sept
5.0 out of 5 average rating, 9 reviews
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Superhost
Cabin in Monterey
Secluded cabin with babbling brook
3 bedrooms, 3 beds, 1 bathroom
5–10 Sept
4.87 out of 5 average rating, 257 reviews
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Superhost
Home in Monterey
Forget-Me-Not by AvantStay | Bold Lakefront Escape
4 bedrooms, 8 beds, 4 bathrooms
12–17 Oct
4.9 out of 5 average rating, 70 reviews
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Top guest favourite
Home in Monterey
Quiet Retreat on Five Acres w/views
4 bedrooms, 4 beds, 4 bathrooms
3–8 Sept
5.0 out of 5 average rating, 17 reviews
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Guest favourite
Home in Monterey
Direct on Lake Garfield: Book Fall Weekends!
3 bedrooms, 5 beds, 3.5 bathrooms
8–13 Sept
4.96 out of 5 average rating, 23 reviews
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Top guest favourite
Cabin in Monterey
Misty Pines Cabin | Wood Stove • Sauna
3 bedrooms, 6 beds, 3 bathrooms
1–6 Sept
5.0 out of 5 average rating, 25 reviews
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Top guest favourite
Home in Monterey
Contemporary Modern Mountain Retreat
4 bedrooms, 8 beds, 3 bathrooms
5–10 Oct
5.0 out of 5 average rating, 6 reviews
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Guest favourite
Home in Great Barrington
Lovely house in the Berkshires
3 bedrooms, 4 beds, 1.5 bathrooms
7–12 Sept
4.93 out of 5 average rating, 30 reviews
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Top guest favourite
Home in Monterey
Berkshires Retreat | Fall Foliage | Fenced Yard
5 bedrooms, 7 beds, 3.5 bathrooms
6–11 Sept
5.0 out of 5 average rating, 49 reviews
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Home in Great Barrington
Garden Retreat, 1st fl KING ste, EV, close to all
3 bedrooms, 4 beds, 3 bathrooms
1–6 Sept
5.0 out of 5 average rating, 4 reviews
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Guest favourite
Home in Great Barrington
Berkshires Family Oasis with Hot Tub, Patio, Gym
4 bedrooms, 7 beds, 2.5 bathrooms
7–12 Sept
4.98 out of 5 average rating, 50 reviews
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Top guest favourite
Home in Monterey
Bidwell Landing | Lakefront • Spacious
4 bedrooms, 5 beds, 3 bathrooms
15–20 Sept
4.89 out of 5 average rating, 110 reviews
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Superhost
Home in Monterey
Lakefront Multi-Home Compound
6 bedrooms, 10 beds, 4 bathrooms
7–12 Sept
4.67 out of 5 average rating, 12 reviews